Kaupulehu Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Kaupulehu

Find the best Kaupulehu areas and neighborhoods for the activities you enjoy most. Learn more about Kaupulehu
A coastal landscape with a church, a parking lot, and dense greenery.

Holualoa Village

While visiting Holualoa Village, you might make a stop by sights like Honl's Beach and Sadie Seymour Botanical Garden.

Find hotels in Holualoa Village

Top hotels in Kaupulehu

Kona Village, A Rosewood Resort

Kona Village, A Rosewood Resort

5 out of 5
72 300 Maheawalu Drive Kailua-Kona HI
The price is 35.386.650 ₫ per night from 12 Jul to 13 Jul
35.386.650 ₫
44.955.379 ₫ total
12 Jul - 13 Jul
includes taxes & fees
9.4/10 Exceptional! (93 reviews)
"amazing experience"

Reviewed on 6 Jul 2026

Kona Village, A Rosewood Resort
Four Seasons Resort Hualalai

Four Seasons Resort Hualalai

5 out of 5
72-100 Ka'upulehu Drive Kailua-Kona HI
The price is 42.075.200 ₫ per night from 23 Jul to 24 Jul
42.075.200 ₫
50.158.688 ₫ total
23 Jul - 24 Jul
includes taxes & fees
9.6/10 Exceptional! (494 reviews)
"This is an exceptional property, large, expansive and beautifully integrated into the landscape. The staff is exceptional and will impress you from the moment of your arrival. The rooms are nicely decorated in an authentic, local character. We only dined at one restaurant, ULU, and it was excellent. ..."

Reviewed on 13 Jun 2026

Four Seasons Resort Hualalai
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Dr Waikoloa HI
Fully refundableReserve now, pay when you stay
The price is 8.497.530 ₫ per night from 21 Jul to 22 Jul
8.497.530 ₫
11.648.756 ₫ total
21 Jul - 22 Jul
includes taxes & fees
8.4/10 Very good! (1,200 reviews)
"If you have young kids, this is hands down one of the best resorts. Our kids had an absolute blast, and there were so many activities that kept them entertained throughout our stay. My biggest complaint was the food. The quality didn’t match the high prices, and we found most of the meals to be pretty ..."

Reviewed on 6 Jul 2026

Hilton Waikoloa Village
See all 5,616 properties in Kaupulehu
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Kaupulehu holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday to Kaupulehu costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Kaupulehu?
August, October and December are the best times to search for cheap Kaupulehu holiday packages. Travelling in less busy months means you can usually find better prices on flights and hotels.
How many days is enough for Kaupulehu?
The ideal duration for your Kaupulehu holiday depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best Kaupulehu package deals?
Bagging a cheap Kaupulehu package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most affordable Kaupulehu package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Kaupulehu holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and stays separately. Better still, you can personalise your Kaupulehu getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Kaupulehu?
Land fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Kaupulehu trip.
How to plan a trip to Kaupulehu?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Kaupulehu.
  2. Set a budget: Factor in expenses such as flights, transportation and food when calculating how much to set aside for your trip to Kaupulehu. Then, pick a property that matches your budget, whether that's an economical option or a more luxurious getaway.
  3. Determine how many days away: Start by listing all the activities and attractions you'd like to get to in Kaupulehu. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customised Kaupulehu holiday package.

Stay near popular Kaupulehu attractions

A carved stone statue on a rocky beach with turquoise waters and palm trees in the background.
Photo by Bill Dillard
Open Photo by Bill Dillard

Kailua-Kona Beaches

9.2/10 (80 reviews)
Why not spend a lazy afternoon at Kailua-Kona Beaches during your trip to Kaupulehu? Stroll along the beaches or visit the spas in this relaxing area.
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